[(1R,2S,5S,7S,9R,11S,13R)-5-bromo-13-hydroxy-2,4,4,9-tetramethyl-3,8-dioxatricyclo[7.2.2.02,7]tridecan-11-yl] acetate

Details

• Internal ID: 9ce2ddc8-d3c3-43b4-bfed-4d1efc9f06b8
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1R,2S,5S,7S,9R,11S,13R)-5-bromo-13-hydroxy-2,4,4,9-tetramethyl-3,8-dioxatricyclo[7.2.2.02,7]tridecan-11-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC2(C(CC1C3(C(O2)CC(C(O3)(C)C)Br)C)O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@]2([C@@H](C[C@H]1[C@]3([C@@H](O2)C[C@@H](C(O3)(C)C)Br)C)O)C
• InChI: InChI=1S/C17H27BrO5/c1-9(19)21-11-8-16(4)13(20)6-10(11)17(5)14(22-16)7-12(18)15(2,3)23-17/h10-14,20H,6-8H2,1-5H3/t10-,11+,12+,13-,14+,16-,17+/m1/s1
• InChI Key: GMBJRQXOVSETGR-ZYRABZMGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₇BrO₅
• Molecular Weight: 391.30 g/mol
• Exact Mass: 390.10419 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4864	48.64%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8599	85.99%
P-glycoprotein inhibitior	-	0.8073	80.73%
P-glycoprotein substrate	-	0.7912	79.12%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	-	0.8135	81.35%
CYP2C19 inhibition	-	0.8661	86.61%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.7852	78.52%
CYP inhibitory promiscuity	-	0.9784	97.84%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8748	87.48%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5077	50.77%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	-	0.8052	80.52%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7545	75.45%
Acute Oral Toxicity (c)	III	0.5041	50.41%
Estrogen receptor binding	+	0.8033	80.33%
Androgen receptor binding	-	0.5122	51.22%
Thyroid receptor binding	+	0.7460	74.60%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	+	0.6137	61.37%
PPAR gamma	+	0.5733	57.33%
Honey bee toxicity	-	0.6690	66.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.56%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.80%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.26%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.88%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.67%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.79%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.24%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162975725
• LOTUS: LTS0206291
• wikiData: Q105011579